Chicago

Chicago Hotels with Rooftop Pools

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Amazing 9+Great 8+Good 7+Pleasant 6+

7 Chicago Hotels with Rooftop Pools Found for You

Choose your travel dates to see the latest prices and deals.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
49 reviews
8.1/10
1 night
From $221
Check availability
99+
Hotel near West Loop,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
103 reviews
8.9/10
1 night
From $237
Check availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Pool, Bar, Gym
Very Good
284 reviews
8.9/10
1 night
From $163
Check availability
99+
Hotel near River North,Chicago
Featured facilities: Pool, Sunbathing area, Bar
Great
108 reviews
9.0/10
Check availability
99+
Hotels in Chicago
Featured facilities: Pool, Gym, Laundry service (on-site)
Very Good
136 reviews
8.8/10
1 night
From $151
Check availability
74
Hotel near Streeterville,Chicago
Featured facilities: Pool, Bar, Gym
Great
101 reviews
9.1/10
1 night
From $216
Check availability
99+
Hotel near Wicker Park,Chicago
Featured facilities: Pool, Bar, Massage room
Great
101 reviews
9.1/10
1 night
From $294
Check availability
See More Hotels with Rooftop Pools in Chicago

Frequently Asked Questions

What is the average price of a hotel in Chicago for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago this weekend is $385 per night. For a 4-star hotel, the average cost is $496 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost $1,185 per night.

How much do hotels in Chicago cost per night during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is $334 per night. For a 4-star hotel, you can expect to pay around $462 per night. If you're looking for a luxury stay, 5-star hotels in Chicago generally cost $1,117 per night on weekdays.

What are the best places to stay in Chicago?

Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.

What are the top hotels in Chicago near Millennium Park?

Some of the top hotels in Chicago near Millennium Park include The Palmer House Hilton (from $249), Swissotel Chicago (from $220) and Hyatt Regency Chicago (from $325), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

What are the best hotels with a spa in Chicago?

Plan a peaceful trip? Spa can be a wonderful experience when traveling. Hilton Garden Inn Chicago Downtown/Magnificent Mile (from $163), Hilton Chicago O'Hare Airport (from $208) and Chicago Marriott Downtown Magnificent Mile (from $299) provide highly rated spa services.

What hotels in Chicago provide swimming pools?

Which hotels in Chicago have the best breakfast?

Swissotel Chicago (from $220),JW Marriott Chicago (from $279) and Trump International Hotel & Tower® Chicago (from $540) offer high-quality breakfast. Enjoy your wonderful journey with delicious breakfast!

What hotel deals are available in Chicago?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.